Photoactivatable groups enable the controlled release of substrates using light. Using external stimuli such as light in biological systems provides spatioltemporal specificity, but near to short-infrared wavelengths are required to achieve tissue penetration. Many previously reported photouncaging groups face two challenges: (1) the photouncaging process involves irradiation with UV light, which could lead to potential cellular damage; (2) these systems present low quantum yield in aqueous systems, which makes them less biologically relevant. The system reported here addresses such limitations. In this presentation, I will discuss rational design strategies to achieve higher aqueous efficiency for photocleavage via non-radical pathways as well as their release profiles upon irradiation at 626 nm. We envision this new photouncaging group and its derivatives can be utilized as drug delivery vehicles or bio-imaging probes in biological systems.

New red-photocleavable dyes with high aqueous efficiency

255th National Meeting (2018)

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